Literature DB >> 28661684

RutA-Catalyzed Oxidative Cleavage of the Uracil Amide Involves Formation of a Flavin-N5-oxide.

Sanjoy Adak1, Tadhg P Begley1.   

Abstract

RutA is a novel flavoenzyme on the uracil catabolic pathway that catalyzes uracil ring opening by a unique amide oxidation reaction. Here we provide evidence that this reaction also involves the formation of a flavin-N5-oxide.

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Year:  2017        PMID: 28661684      PMCID: PMC6040642          DOI: 10.1021/acs.biochem.7b00493

Source DB:  PubMed          Journal:  Biochemistry        ISSN: 0006-2960            Impact factor:   3.162


  10 in total

1.  Characterization of 4-hydroxyphenylacetate 3-hydroxylase (HpaB) of Escherichia coli as a reduced flavin adenine dinucleotide-utilizing monooxygenase.

Authors:  L Xun; E R Sandvik
Journal:  Appl Environ Microbiol       Date:  2000-02       Impact factor: 4.792

2.  Biochemical Establishment and Characterization of EncM's Flavin-N5-oxide Cofactor.

Authors:  Robin Teufel; Frederick Stull; Michael J Meehan; Quentin Michaudel; Pieter C Dorrestein; Bruce Palfey; Bradley S Moore
Journal:  J Am Chem Soc       Date:  2015-06-19       Impact factor: 15.419

3.  Catalysis of a flavoenzyme-mediated amide hydrolysis.

Authors:  Tathagata Mukherjee; Yang Zhang; Sameh Abdelwahed; Steven E Ealick; Tadhg P Begley
Journal:  J Am Chem Soc       Date:  2010-04-28       Impact factor: 15.419

4.  The Rut pathway for pyrimidine degradation: novel chemistry and toxicity problems.

Authors:  Kwang-Seo Kim; Jeffrey G Pelton; William B Inwood; Ulla Andersen; Sydney Kustu; David E Wemmer
Journal:  J Bacteriol       Date:  2010-04-16       Impact factor: 3.490

5.  Dibenzothiophene Catabolism Proceeds via a Flavin-N5-oxide Intermediate.

Authors:  Sanjoy Adak; Tadhg P Begley
Journal:  J Am Chem Soc       Date:  2016-05-10       Impact factor: 15.419

6.  A previously undescribed pathway for pyrimidine catabolism.

Authors:  Kevin D Loh; Prasad Gyaneshwar; Eirene Markenscoff Papadimitriou; Rebecca Fong; Kwang-Seo Kim; Rebecca Parales; Zhongrui Zhou; William Inwood; Sydney Kustu
Journal:  Proc Natl Acad Sci U S A       Date:  2006-03-15       Impact factor: 11.205

Review 7.  Unusual flavoenzyme catalysis in marine bacteria.

Authors:  Robin Teufel; Vinayak Agarwal; Bradley S Moore
Journal:  Curr Opin Chem Biol       Date:  2016-01-21       Impact factor: 8.822

Review 8.  Typical 2-Cys peroxiredoxins--structures, mechanisms and functions.

Authors:  Andrea Hall; P A Karplus; Leslie B Poole
Journal:  FEBS J       Date:  2009-03-24       Impact factor: 5.542

9.  Reaction of reduced flavins and flavoproteins with diphenyliodonium chloride.

Authors:  Sumita Chakraborty; Vincent Massey
Journal:  J Biol Chem       Date:  2002-08-16       Impact factor: 5.157

10.  Flavin-mediated dual oxidation controls an enzymatic Favorskii-type rearrangement.

Authors:  Robin Teufel; Akimasa Miyanaga; Quentin Michaudel; Frederick Stull; Gordon Louie; Joseph P Noel; Phil S Baran; Bruce Palfey; Bradley S Moore
Journal:  Nature       Date:  2013-10-27       Impact factor: 49.962

  10 in total
  11 in total

Review 1.  Flavin-N5-oxide: A new, catalytic motif in flavoenzymology.

Authors:  Sanjoy Adak; Tadhg P Begley
Journal:  Arch Biochem Biophys       Date:  2017-08-05       Impact factor: 4.013

2.  Enzymatic control of dioxygen binding and functionalization of the flavin cofactor.

Authors:  Raspudin Saleem-Batcha; Frederick Stull; Jacob N Sanders; Bradley S Moore; Bruce A Palfey; K N Houk; Robin Teufel
Journal:  Proc Natl Acad Sci U S A       Date:  2018-04-23       Impact factor: 11.205

3.  Aminoperoxide adducts expand the catalytic repertoire of flavin monooxygenases.

Authors:  Arne Matthews; Raspudin Saleem-Batcha; Jacob N Sanders; Frederick Stull; K N Houk; Robin Teufel
Journal:  Nat Chem Biol       Date:  2020-02-17       Impact factor: 15.040

4.  Hexachlorobenzene Monooxygenase Substrate Selectivity and Catalysis: Structural and Biochemical Insights.

Authors:  Yuan Guo; De-Feng Li; Huining Ji; Jianting Zheng; Ning-Yi Zhou
Journal:  Appl Environ Microbiol       Date:  2020-12-17       Impact factor: 4.792

5.  Structural and chemical trapping of flavin-oxide intermediates reveals substrate-directed reaction multiplicity.

Authors:  Kuan-Hung Lin; Syue-Yi Lyu; Hsien-Wei Yeh; Yi-Shan Li; Ning-Shian Hsu; Chun-Man Huang; Yung-Lin Wang; Hao-Wei Shih; Zhe-Chong Wang; Chang-Jer Wu; Tsung-Lin Li
Journal:  Protein Sci       Date:  2020-05-26       Impact factor: 6.725

6.  Genome-wide identification, evolution, expression, and alternative splicing profiles of peroxiredoxin genes in cotton.

Authors:  Yulong Feng; Renhui Wei; Aiying Liu; Senmiao Fan; JinCan Che; Zhen Zhang; Baoming Tian; Youlu Yuan; Gongyao Shi; Haihong Shang
Journal:  PeerJ       Date:  2021-01-18       Impact factor: 2.984

7.  The Rid family member RutC of Escherichia coli is a 3-aminoacrylate deaminase.

Authors:  Brandi A Buckner; Ashley M Lato; Shawn R Campagna; Diana M Downs
Journal:  J Biol Chem       Date:  2021-04-09       Impact factor: 5.157

8.  Three Rings to Rule Them All: How Versatile Flavoenzymes Orchestrate the Structural Diversification of Natural Products.

Authors:  Marina Toplak; Robin Teufel
Journal:  Biochemistry       Date:  2021-12-28       Impact factor: 3.162

Review 9.  N5 Is the New C4a: Biochemical Functionalization of Reduced Flavins at the N5 Position.

Authors:  Brett A Beaupre; Graham R Moran
Journal:  Front Mol Biosci       Date:  2020-10-30

10.  A Flavoprotein Dioxygenase Steers Bacterial Tropone Biosynthesis via Coenzyme A-Ester Oxygenolysis and Ring Epoxidation.

Authors:  Ying Duan; Marina Toplak; Anwei Hou; Nelson L Brock; Jeroen S Dickschat; Robin Teufel
Journal:  J Am Chem Soc       Date:  2021-07-01       Impact factor: 15.419

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